<(2R)-(2α,4aβ,5β,6α,7β,7aβ)>-Hexahydro-5-methyl-2-phenyl-6,7-bis(phenylmethoxy)cyclopenta-1,3-dioxin

Base Information

• Chemical Name: <(2R)-(2α,4aβ,5β,6α,7β,7aβ)>-Hexahydro-5-methyl-2-phenyl-6,7-bis(phenylmethoxy)cyclopenta-1,3-dioxin
• CAS No.: 106139-72-4
• Molecular Formula: C₂₈H₃₀O₄
• Molecular Weight: 430.544
• Mol file: 106139-72-4.mol

Synonyms:<(2R)-(2α,4aβ,5β,6α,7β,7aβ)>-Hexahydro-5-methyl-2-phenyl-6,7-bis(phenylmethoxy)cyclopenta-1,3-dioxin

Chemical Property of <(2R)-(2α,4aβ,5β,6α,7β,7aβ)>-Hexahydro-5-methyl-2-phenyl-6,7-bis(phenylmethoxy)cyclopenta-1,3-dioxin

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of <(2R)-(2α,4aβ,5β,6α,7β,7aβ)>-Hexahydro-5-methyl-2-phenyl-6,7-bis(phenylmethoxy)cyclopenta-1,3-dioxin

There total 3 articles about <(2R)-(2α,4aβ,5β,6α,7β,7aβ)>-Hexahydro-5-methyl-2-phenyl-6,7-bis(phenylmethoxy)cyclopenta-1,3-dioxin which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 57.0%

Imidazole-1-carbothioic acid O-[(2R,4R,5R)-4-((1R,2S)-1,2-bis-benzyloxy-but-3-enyl)-2-phenyl-[1,3]dioxan-5-yl] ester (119111-10-3) → <(2R)-(2α,4aβ,5β,6α,7β,7aβ)>-Hexahydro-5-methyl-2-phenyl-6,7-bis(phenylmethoxy)cyclopenta-1,3-dioxin (106139-72-4)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; for 3h; Heating;

DOI:10.1021/ja00187a031

Reference yield:

(R)-1,2-Dideoxy-3,4-bis-O-(phenylmethyl)-5,7-O-(phenylmethylene)-D-gluco-hept-1-enitol (119111-07-8) → <(2R)-(2α,4aβ,5β,6α,7β,7aβ)>-Hexahydro-5-methyl-2-phenyl-6,7-bis(phenylmethoxy)cyclopenta-1,3-dioxin (106139-72-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 1,2-dichloro-ethane

2: Bu₃SnH, AIBN / toluene / Heating

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In 1,2-dichloro-ethane; toluene;

DOI:10.1021/ja00236a064

Reference yield:

2,3-di-O-benzyl-4,6-O-benzylidene-D-glucopyranose (20770-84-7,113566-69-1,113566-70-4) → <(2R)-(2α,4aβ,5β,6α,7β,7aβ)>-Hexahydro-5-methyl-2-phenyl-6,7-bis(phenylmethoxy)cyclopenta-1,3-dioxin (106139-72-4)

Guidance literature:

Multi-step reaction with 3 steps

2: 1,2-dichloro-ethane

3: Bu₃SnH, AIBN / toluene / Heating

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In 1,2-dichloro-ethane; toluene;

DOI:10.1021/ja00236a064

upstream raw materials:

Imidazole-1-carbothioic acid O-[(2R,4R,5R)-4-((1R,2S)-1,2-bis-benzyloxy-but-3-enyl)-2-phenyl-[1,3]dioxan-5-yl] ester

(R)-1,2-Dideoxy-3,4-bis-O-(phenylmethyl)-5,7-O-(phenylmethylene)-D-gluco-hept-1-enitol

2,3-di-O-benzyl-4,6-O-benzylidene-D-glucopyranose

Downstream raw materials:

<1S-(1α,2β,3α,4β,5α)>-2-Methyl-3,4,5-tris(phenylmethoxy)cyclopentanemethanol

<1R-(1α,2α,3β,4α,5β)>-3-Methyl-4,5-bis(phenylmethoxy)-2-<(phenylmethoxy)methyl>cyclopentanol

<1R-(1α,2β,3α,4β,5β)>-1,5-Dimethyl-2,3,4-tris(phenylmethoxy)cyclopentane

C₂₈H₃₁BrO₃